About 249 Greens Farms Road
Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Colonial Revival with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details shine alongside impeccable updates. The primary suite features a spa bath and custom closets; three additional bedrooms offer flexible space. Outside, relax by a sparkling pool or host gatherings on the lush, landscaped lawn. The property includes an adjacent lot for added privacy or future expansion. A true Westport landmark, steps from town, schools, and rail, this is a rare opportunity to own an estate rich in character and comfort. Shown by appointment
Features of 249 Greens Farms Road
| MLS® # | 24132302 |
|---|---|
| Price | $3,750,000 |
| Bedrooms | 7 |
| Bathrooms | 9.00 |
| Full Baths | 6 |
| Half Baths | 3 |
| Square Footage | 10,104 |
| Acres | 2.02 |
| Type | Single Family For Sale |
| Style | Victorian |
| Status | Active |
Community Information
| Address | 249 Greens Farms Road |
|---|---|
| Area | Greens Farms |
| City | Westport |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06880 |
Amenities
| Features | Extra Insulation, Generator, Programmable Thermostat |
|---|---|
| Parking | Attached Garage, Under House Garage |
| # of Garages | 2 |
| Is Waterfront | No |
| Waterfront | Beach Rights, Water Community, View |
| Has Pool | Yes |
| Pool | Gunite, Heated, Spa, In Ground Pool |
Interior
| Appliances | Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller |
|---|---|
| Heating | Hot Air, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 4 |
| Has Basement | Yes |
| Basement | Full, Partially Finished |
Exterior
| Exterior | Shingle, Stone |
|---|---|
| Exterior Features | Porch-Wrap Around, Balcony, Underground Utilities, Porch, Wrap Around Deck, Gutters, Lighting, French Doors, Patio |
| Lot Description | Fence - Partial, Additional Land Avail., Dry, Cleared, Professionally Landscaped |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Greens Farms |
|---|---|
| Middle | Bedford |
| High | Staples |
Additional Information
| Date Listed | October 15th, 2025 |
|---|---|
| Zoning | AAA |
| RE / Bank Owned | No |
Listing Details
| Office | Compass Connecticut, LLC |
|---|